学术探索
学术期刊
新闻热点
数据分析
智能评审
立即登录
Bifunctional organocatalysts for enantioselective aza-Morita-Baylis-Hillman reaction
被引:258
作者
:
论文数:
引用数:
h-index:
机构:
Matsui, K
[
1
]
论文数:
引用数:
h-index:
机构:
Takizawa, S
[
1
]
论文数:
引用数:
h-index:
机构:
Sasai, H
[
1
]
机构
:
[1]
Osaka Univ, ISIR, Ibaraki, Osaka 5670047, Japan
来源
:
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
|
2005年
/ 127卷
/ 11期
关键词
:
D O I
:
10.1021/ja0500254
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
The efficient and novel bifunctional organocatalyst for the enantioselective aza-Morita-Baylis-Hillman (aza-MBH) reaction has been established with (S)-3-(N-isopropyl-N-3-pyridinylaminomethyl)BINOL for the first time. The reaction proved to be deeply influenced by the position of the Lewis base attached to BINOL. The acid-base-mediated functionalities for the activation of the substrate and the fixing of conformation of the organocatalyst are harmoniously performed to promote the reaction with high enantiocontrol. Copyright © 2005 American Chemical Society.
引用
收藏
页码:3680 / 3681
页数:2
相关论文
共 48 条
[1]
The use of enantiomerically pure N-sulfinimines in asymmetric Baylis-Hillman reactions
Aggarwal, VK
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Sheffield, Dept Chem, Sheffield S3 7HF, S Yorkshire, England
Univ Sheffield, Dept Chem, Sheffield S3 7HF, S Yorkshire, England
Aggarwal, VK
Castro, AMM
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Sheffield, Dept Chem, Sheffield S3 7HF, S Yorkshire, England
Univ Sheffield, Dept Chem, Sheffield S3 7HF, S Yorkshire, England
Castro, AMM
Mereu, A
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Sheffield, Dept Chem, Sheffield S3 7HF, S Yorkshire, England
Univ Sheffield, Dept Chem, Sheffield S3 7HF, S Yorkshire, England
Mereu, A
Adams, H
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Sheffield, Dept Chem, Sheffield S3 7HF, S Yorkshire, England
Univ Sheffield, Dept Chem, Sheffield S3 7HF, S Yorkshire, England
Adams, H
[J].
TETRAHEDRON LETTERS,
2002,
43
(08)
: 1577
-
1581
[2]
Enantioselective Mannich-type reaction catalyzed by a chiral Bronsted acid
Akiyama, T
论文数:
0
引用数:
0
h-index:
0
机构:
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Akiyama, T
Itoh, J
论文数:
0
引用数:
0
h-index:
0
机构:
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Itoh, J
Yokota, K
论文数:
0
引用数:
0
h-index:
0
机构:
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Yokota, K
Fuchibe, K
论文数:
0
引用数:
0
h-index:
0
机构:
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Fuchibe, K
[J].
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2004,
43
(12)
: 1566
-
1568
[3]
Catalyst analogue: A concept for constructing multicomponent asymmetric catalysts (MAC) by using a polymer support
Arai, T
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, ISIR, Osaka 5670047, Japan
Osaka Univ, ISIR, Osaka 5670047, Japan
Arai, T
Sekiguti, T
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, ISIR, Osaka 5670047, Japan
Osaka Univ, ISIR, Osaka 5670047, Japan
Sekiguti, T
Otsuki, K
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, ISIR, Osaka 5670047, Japan
Osaka Univ, ISIR, Osaka 5670047, Japan
Otsuki, K
论文数:
引用数:
h-index:
机构:
Takizawa, S
论文数:
引用数:
h-index:
机构:
Sasai, H
[J].
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2003,
42
(19)
: 2144
-
2147
[4]
A dendrimer-supported heterobimetallic asymmetric catalyst
Arai, T
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, ISIR, Ibaraki, Osaka 5670047, Japan
Arai, T
Sekiguti, T
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, ISIR, Ibaraki, Osaka 5670047, Japan
Sekiguti, T
Iizuka, Y
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, ISIR, Ibaraki, Osaka 5670047, Japan
Iizuka, Y
论文数:
引用数:
h-index:
机构:
Takizawa, S
论文数:
引用数:
h-index:
机构:
Sakamoto, S
论文数:
引用数:
h-index:
机构:
Yamaguchi, K
论文数:
引用数:
h-index:
机构:
Sasai, H
[J].
TETRAHEDRON-ASYMMETRY,
2002,
13
(19)
: 2083
-
2087
[5]
RELATIONSHIPS BETWEEN THE THERMODYNAMICS OF PROTONATION IN THE GAS AND AQUEOUS PHASE FOR 2-SUBSTITUTED, 3-SUBSTITUTED, AND 4-SUBSTITUTED PYRIDINES
AUE, DH
论文数:
0
引用数:
0
h-index:
0
机构:
GEORGIA STATE UNIV,DEPT CHEM,ATLANTA,GA 30303
GEORGIA STATE UNIV,DEPT CHEM,ATLANTA,GA 30303
AUE, DH
WEBB, HM
论文数:
0
引用数:
0
h-index:
0
机构:
GEORGIA STATE UNIV,DEPT CHEM,ATLANTA,GA 30303
GEORGIA STATE UNIV,DEPT CHEM,ATLANTA,GA 30303
WEBB, HM
DAVIDSON, WR
论文数:
0
引用数:
0
h-index:
0
机构:
GEORGIA STATE UNIV,DEPT CHEM,ATLANTA,GA 30303
GEORGIA STATE UNIV,DEPT CHEM,ATLANTA,GA 30303
DAVIDSON, WR
TOURE, P
论文数:
0
引用数:
0
h-index:
0
机构:
GEORGIA STATE UNIV,DEPT CHEM,ATLANTA,GA 30303
GEORGIA STATE UNIV,DEPT CHEM,ATLANTA,GA 30303
TOURE, P
HOPKINS, HP
论文数:
0
引用数:
0
h-index:
0
机构:
GEORGIA STATE UNIV,DEPT CHEM,ATLANTA,GA 30303
GEORGIA STATE UNIV,DEPT CHEM,ATLANTA,GA 30303
HOPKINS, HP
MOULIK, SP
论文数:
0
引用数:
0
h-index:
0
机构:
GEORGIA STATE UNIV,DEPT CHEM,ATLANTA,GA 30303
GEORGIA STATE UNIV,DEPT CHEM,ATLANTA,GA 30303
MOULIK, SP
JAHAGIRDAR, DV
论文数:
0
引用数:
0
h-index:
0
机构:
GEORGIA STATE UNIV,DEPT CHEM,ATLANTA,GA 30303
GEORGIA STATE UNIV,DEPT CHEM,ATLANTA,GA 30303
JAHAGIRDAR, DV
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1991,
113
(05)
: 1770
-
1780
[6]
A new protocol for the Baylis-Hillman reaction: the reaction of iminium salts prepared in situ with methyl acrylate
论文数:
引用数:
h-index:
机构:
Azizi, N
Saidi, MR
论文数:
0
引用数:
0
h-index:
0
机构:
Sharif Univ Technol, Dept Chem, Tehran, Iran
Sharif Univ Technol, Dept Chem, Tehran, Iran
Saidi, MR
[J].
TETRAHEDRON LETTERS,
2002,
43
(24)
: 4305
-
4308
[7]
Chiral quinuclidine-based amine catalysts for the asymmetric one-pot, three-component aza-Baylis-Hillman reaction
Balan, D
论文数:
0
引用数:
0
h-index:
0
机构:
Stockholm Univ, Dept Organ Chem, SE-10691 Stockholm, Sweden
Stockholm Univ, Dept Organ Chem, SE-10691 Stockholm, Sweden
Balan, D
论文数:
引用数:
h-index:
机构:
Adolfsson, H
[J].
TETRAHEDRON LETTERS,
2003,
44
(12)
: 2521
-
2524
[8]
Titanium isopropoxide as efficient catalyst for the aza-Baylis-Hillman reaction.: Selective formation of α-methylene-β-amino acid derivatives
Balan, D
论文数:
0
引用数:
0
h-index:
0
机构:
Stockholm Univ, Dept Organ Chem, SE-10691 Stockholm, Sweden
Stockholm Univ, Dept Organ Chem, SE-10691 Stockholm, Sweden
Balan, D
论文数:
引用数:
h-index:
机构:
Adolfsson, H
[J].
JOURNAL OF ORGANIC CHEMISTRY,
2002,
67
(07)
: 2329
-
2334
[9]
Recent advances in the Baylis-Hillman reaction and applications
Basavaiah, D
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India
Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India
Basavaiah, D
Rao, AJ
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India
Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India
Rao, AJ
Satyanarayana, T
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India
Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India
Satyanarayana, T
[J].
CHEMICAL REVIEWS,
2003,
103
(03)
: 811
-
891
[10]
PHOSPHINE MEDIATED SYNTHESIS OF 2-METHYLIDENE-3-AMINO ESTERS AND KETONES
BERTENSHAW, S
论文数:
0
引用数:
0
h-index:
0
BERTENSHAW, S
KAHN, M
论文数:
0
引用数:
0
h-index:
0
KAHN, M
[J].
TETRAHEDRON LETTERS,
1989,
30
(21)
: 2731
-
2732
←
1
2
3
4
5
→
共 48 条
[1]
The use of enantiomerically pure N-sulfinimines in asymmetric Baylis-Hillman reactions
Aggarwal, VK
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Sheffield, Dept Chem, Sheffield S3 7HF, S Yorkshire, England
Univ Sheffield, Dept Chem, Sheffield S3 7HF, S Yorkshire, England
Aggarwal, VK
Castro, AMM
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Sheffield, Dept Chem, Sheffield S3 7HF, S Yorkshire, England
Univ Sheffield, Dept Chem, Sheffield S3 7HF, S Yorkshire, England
Castro, AMM
Mereu, A
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Sheffield, Dept Chem, Sheffield S3 7HF, S Yorkshire, England
Univ Sheffield, Dept Chem, Sheffield S3 7HF, S Yorkshire, England
Mereu, A
Adams, H
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Sheffield, Dept Chem, Sheffield S3 7HF, S Yorkshire, England
Univ Sheffield, Dept Chem, Sheffield S3 7HF, S Yorkshire, England
Adams, H
[J].
TETRAHEDRON LETTERS,
2002,
43
(08)
: 1577
-
1581
[2]
Enantioselective Mannich-type reaction catalyzed by a chiral Bronsted acid
Akiyama, T
论文数:
0
引用数:
0
h-index:
0
机构:
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Akiyama, T
Itoh, J
论文数:
0
引用数:
0
h-index:
0
机构:
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Itoh, J
Yokota, K
论文数:
0
引用数:
0
h-index:
0
机构:
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Yokota, K
Fuchibe, K
论文数:
0
引用数:
0
h-index:
0
机构:
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
Fuchibe, K
[J].
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2004,
43
(12)
: 1566
-
1568
[3]
Catalyst analogue: A concept for constructing multicomponent asymmetric catalysts (MAC) by using a polymer support
Arai, T
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, ISIR, Osaka 5670047, Japan
Osaka Univ, ISIR, Osaka 5670047, Japan
Arai, T
Sekiguti, T
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, ISIR, Osaka 5670047, Japan
Osaka Univ, ISIR, Osaka 5670047, Japan
Sekiguti, T
Otsuki, K
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, ISIR, Osaka 5670047, Japan
Osaka Univ, ISIR, Osaka 5670047, Japan
Otsuki, K
论文数:
引用数:
h-index:
机构:
Takizawa, S
论文数:
引用数:
h-index:
机构:
Sasai, H
[J].
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2003,
42
(19)
: 2144
-
2147
[4]
A dendrimer-supported heterobimetallic asymmetric catalyst
Arai, T
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, ISIR, Ibaraki, Osaka 5670047, Japan
Arai, T
Sekiguti, T
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, ISIR, Ibaraki, Osaka 5670047, Japan
Sekiguti, T
Iizuka, Y
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, ISIR, Ibaraki, Osaka 5670047, Japan
Iizuka, Y
论文数:
引用数:
h-index:
机构:
Takizawa, S
论文数:
引用数:
h-index:
机构:
Sakamoto, S
论文数:
引用数:
h-index:
机构:
Yamaguchi, K
论文数:
引用数:
h-index:
机构:
Sasai, H
[J].
TETRAHEDRON-ASYMMETRY,
2002,
13
(19)
: 2083
-
2087
[5]
RELATIONSHIPS BETWEEN THE THERMODYNAMICS OF PROTONATION IN THE GAS AND AQUEOUS PHASE FOR 2-SUBSTITUTED, 3-SUBSTITUTED, AND 4-SUBSTITUTED PYRIDINES
AUE, DH
论文数:
0
引用数:
0
h-index:
0
机构:
GEORGIA STATE UNIV,DEPT CHEM,ATLANTA,GA 30303
GEORGIA STATE UNIV,DEPT CHEM,ATLANTA,GA 30303
AUE, DH
WEBB, HM
论文数:
0
引用数:
0
h-index:
0
机构:
GEORGIA STATE UNIV,DEPT CHEM,ATLANTA,GA 30303
GEORGIA STATE UNIV,DEPT CHEM,ATLANTA,GA 30303
WEBB, HM
DAVIDSON, WR
论文数:
0
引用数:
0
h-index:
0
机构:
GEORGIA STATE UNIV,DEPT CHEM,ATLANTA,GA 30303
GEORGIA STATE UNIV,DEPT CHEM,ATLANTA,GA 30303
DAVIDSON, WR
TOURE, P
论文数:
0
引用数:
0
h-index:
0
机构:
GEORGIA STATE UNIV,DEPT CHEM,ATLANTA,GA 30303
GEORGIA STATE UNIV,DEPT CHEM,ATLANTA,GA 30303
TOURE, P
HOPKINS, HP
论文数:
0
引用数:
0
h-index:
0
机构:
GEORGIA STATE UNIV,DEPT CHEM,ATLANTA,GA 30303
GEORGIA STATE UNIV,DEPT CHEM,ATLANTA,GA 30303
HOPKINS, HP
MOULIK, SP
论文数:
0
引用数:
0
h-index:
0
机构:
GEORGIA STATE UNIV,DEPT CHEM,ATLANTA,GA 30303
GEORGIA STATE UNIV,DEPT CHEM,ATLANTA,GA 30303
MOULIK, SP
JAHAGIRDAR, DV
论文数:
0
引用数:
0
h-index:
0
机构:
GEORGIA STATE UNIV,DEPT CHEM,ATLANTA,GA 30303
GEORGIA STATE UNIV,DEPT CHEM,ATLANTA,GA 30303
JAHAGIRDAR, DV
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1991,
113
(05)
: 1770
-
1780
[6]
A new protocol for the Baylis-Hillman reaction: the reaction of iminium salts prepared in situ with methyl acrylate
论文数:
引用数:
h-index:
机构:
Azizi, N
Saidi, MR
论文数:
0
引用数:
0
h-index:
0
机构:
Sharif Univ Technol, Dept Chem, Tehran, Iran
Sharif Univ Technol, Dept Chem, Tehran, Iran
Saidi, MR
[J].
TETRAHEDRON LETTERS,
2002,
43
(24)
: 4305
-
4308
[7]
Chiral quinuclidine-based amine catalysts for the asymmetric one-pot, three-component aza-Baylis-Hillman reaction
Balan, D
论文数:
0
引用数:
0
h-index:
0
机构:
Stockholm Univ, Dept Organ Chem, SE-10691 Stockholm, Sweden
Stockholm Univ, Dept Organ Chem, SE-10691 Stockholm, Sweden
Balan, D
论文数:
引用数:
h-index:
机构:
Adolfsson, H
[J].
TETRAHEDRON LETTERS,
2003,
44
(12)
: 2521
-
2524
[8]
Titanium isopropoxide as efficient catalyst for the aza-Baylis-Hillman reaction.: Selective formation of α-methylene-β-amino acid derivatives
Balan, D
论文数:
0
引用数:
0
h-index:
0
机构:
Stockholm Univ, Dept Organ Chem, SE-10691 Stockholm, Sweden
Stockholm Univ, Dept Organ Chem, SE-10691 Stockholm, Sweden
Balan, D
论文数:
引用数:
h-index:
机构:
Adolfsson, H
[J].
JOURNAL OF ORGANIC CHEMISTRY,
2002,
67
(07)
: 2329
-
2334
[9]
Recent advances in the Baylis-Hillman reaction and applications
Basavaiah, D
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India
Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India
Basavaiah, D
Rao, AJ
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India
Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India
Rao, AJ
Satyanarayana, T
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India
Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India
Satyanarayana, T
[J].
CHEMICAL REVIEWS,
2003,
103
(03)
: 811
-
891
[10]
PHOSPHINE MEDIATED SYNTHESIS OF 2-METHYLIDENE-3-AMINO ESTERS AND KETONES
BERTENSHAW, S
论文数:
0
引用数:
0
h-index:
0
BERTENSHAW, S
KAHN, M
论文数:
0
引用数:
0
h-index:
0
KAHN, M
[J].
TETRAHEDRON LETTERS,
1989,
30
(21)
: 2731
-
2732
←
1
2
3
4
5
→